反応 #1924867

反応方程式

1-benzyl-4-(2,3-methylenedioxyphenethyl)piperidine

1-chloroethyl chloroformate

→

title compound

収率 89.5%

4-(2,3-Methylenedioxyphenethyl)piperidine

収率 89.5%

溶媒

1,2-dichloroethane

反応条件

後処理

1. 1
   温度under ice-cooling
2. 2
   温度the mixture was heated
3. 3
   温度under reflux for 30 minutes
4. 4
   その他The solvent was evaporated
5. 5
   workup.DISSOLUTIONthe resulting residue was dissolved in 100 ml of methanol
6. 6
   温度the mixture was heated
7. 7
   温度under reflux for one hour
8. 8
   その他The solvent was removed
9. 9
   workup.ADDITIONby adding a 5N aqueous sodium hydroxide
10. 10
    抽出the mixture was extracted with ethyl acetate
11. 11
    洗浄The organic layer was washed with brine
12. 12
    乾燥dried over anhydrous magnesium sulfate
13. 13
    その他The solvent was evaporated
14. 14
    その他the crude product was purified by NH
15. 15
    その他form silica gel column chromatography (ethyl acetate)

実験手順

20.3 g of 1-benzyl-4-(2,3-methylenedioxyphenethyl)piperidine was dissolved in 10 ml of 1,2-dichloroethane, 7 ml of 1-chloroethyl chloroformate was added thereto under ice-cooling, and the mixture was heated under reflux for 30 minutes. The solvent was evaporated, the resulting residue was dissolved in 100 ml of methanol, and the mixture was heated under reflux for one hour. The solvent was removed, the resulting residue was basified by adding a 5N aqueous sodium hydroxide, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by NH form silica gel column chromatography (ethyl acetate), to give 13.1 g of the title compound as a pale yellow oil.

出典